HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-Benzyloxy-6-methoxy-4-(2-methylindol-5-yloxy)quinazoline → 7-hydroxy-6-methoxy-4-(2-methyl-1H-indol-5-yloxy)quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-Benzyloxy-6-methoxy-4-(2-methylindol-5-yloxy)quinazoline | HCID 22030804 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 7-hydroxy-6-methoxy-4-(2-methyl-1H-indol-5-yloxy)quinazoline | HCID 135763108 | 89% |
Reaction Steps
A solution of 7-benzyloxy-6-methoxy-4-(2-methylindol-5-yloxy)quinazoline (0.2 g, 0.5 mmol), (prepared as described in Example 48), in a mixture of methylene chloride (5 ml) and DMF (2 ml) containing 10% palladium-on-charcoal (50 mg) was treated with hydrogen at 1.8 atmospheres pressure for 2 hours. The suspension was filtered and the catalyst was washed with methanol followed by methylene chloride. The volatiles were removed from the filtrate by evaporation. The residue was triturated with water. The resulting solid was washed with water and dried under vacuum over phosphorus pentoxide at 60° C. to give 7-hydroxy-6-methoxy-4-(2-methylindol-5-yloxy)quinazoline (140 mg, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492560B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-12f5a6baa50e4d0abd19fba7d3906f3a |
| Source note | uspto-grants-2013_07 |